Record Information
Version1.0
Creation date2010-04-08 22:05:41 UTC
Update date2025-11-18 22:48:11 UTC
Primary IDFDB003168
Secondary Accession Numbers
  • FDB003586
Chemical Information
FooDB NameAllitridin
DescriptionAllitridin, also known as (CH2=chch2S)2S or allyl trisulfide, belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl). Allitridin is a garlic, green, and metallic tasting compound. Allitridin has been detected, but not quantified in, several different foods, such as onion-family vegetables, allia (Allium), garlics (Allium sativum), garden onion (var.), and red onion. This could make allitridin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Allitridin.
CAS Number2050-87-5
Structure
Thumb
Synonyms
SynonymSource
(CH2=CHCH2S)2SChEBI
Allyl trisulfideChEBI
DATSChEBI
Di-2-propenyl trisulfideChEBI
Allyl trisulphideGenerator
Di-2-propenyl trisulphideGenerator
1,3-DiallyltrisulfaneHMDB
4,5,6-Trithia-1,8-nonadieneHMDB
AllitridumHMDB, MeSH
Allyl trisulfide, 8ciHMDB
DasuansuHMDB, MeSH
DATHMDB
Diallyl trisulfideHMDB
Diallyl trisulphideHMDB, Generator
DiallyltrisulfideHMDB
FEMA 3265HMDB
Prop-2-enyl prop-2-enylthio disulfideHMDB
Trisulfide, di-2-propenylHMDB
Trisulfide, di-2-propenyl (9ci)HMDB
AllitridiMeSH, HMDB
AllitridinMeSH
Allyl trisulfide, 8CIdb_source
Trisulfide, di-2-propenyl (9CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility0.078 g/LALOGPS
logP2.74ALOGPS
logP3.36ChemAxon
logS-3.4ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity51.17 m³·mol⁻¹ChemAxon
Polarizability18.96 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H10S3
IUPAC namebis(prop-2-en-1-yl)trisulfane
InChI IdentifierInChI=1S/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2
InChI KeyUBAXRAHSPKWNCX-UHFFFAOYSA-N
Isomeric SMILESC=CCSSSCC=C
Average Molecular Weight178.339
Monoisotopic Molecular Weight177.99446239
Classification
Description Belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassOrganic trisulfides
Sub ClassNot Available
Direct ParentOrganic trisulfides
Alternative Parents
Substituents
  • Organic trisulfide
  • Allyl sulfur compound
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 40.41%; H 5.65%; S 53.94%DFC
Melting PointNot Available
Boiling PointBp0.07 66-67°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd15 1.09DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSAllitridin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9100000000-dbd693c16190f794629eSpectrum
Predicted GC-MSAllitridin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAllitridin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-4900000000-d79fee8148d306b41d202016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9300000000-ec53892ad49b35ea6d5f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-ac681e68681002c545e72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-fb56ca85aaa80f27a46d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-9500000000-093de357f96e5877205f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fe0-9400000000-dbf70002cb676148331d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-9800000000-a653cb204060da85c10d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9100000000-75d061bdc54bfc6e51302021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01vx-9000000000-cb19615925c1ca202fcd2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0nt9-7900000000-42392bca759dbf7634042021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0229-9000000000-f15a9d40d1201dfed0ab2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9100000000-038f03fd7110591edb432021-09-24View Spectrum
NMRNot Available
ChemSpider ID15481
ChEMBL IDCHEMBL123040
KEGG Compound IDNot Available
Pubchem Compound ID16315
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31154
CRC / DFC (Dictionary of Food Compounds) IDCRX30-C:CRX30-C
EAFUS ID874
Dr. Duke IDDIALLYL-TRISULFIDE|ALLYL-TRISULFIDE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1018581
SuperScent IDNot Available
Wikipedia IDDiallyl trisulfide
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Amebicide33281 An agent that kills or inhibits the growth of amoebas, used to treat amoebic infections such as amoebic dysentery and liver abscess, commonly targeting Entamoeba histolytica.DUKE
Anti-aggregantAn agent that prevents platelet aggregation, reducing blood clot formation. Its biological role is to inhibit platelet activation, and its therapeutic applications include preventing thrombosis and stroke. Key medical uses include treating cardiovascular diseases, such as myocardial infarction and atrial fibrillation, and managing conditions that increase the risk of blood clots.DUKE
Anti bacterial33282 An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis.DUKE
Anti-cancer35610 An agent that inhibits the growth and proliferation of cancer cells, used to treat and manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, to reduce tumor size, prevent metastasis, and improve patient survival.DUKE
Anti cryptococcicAn antibody that targets Cryptococcus neoformans, used to detect and manage cryptococcal meningitis, a life-threatening fungal infection, particularly in immunocompromised patients.DUKE
Anti-fertilityAn agent that inhibits reproduction, playing a biological role in population control. Therapeutically, it's used as a contraceptive, with key medical applications in family planning and birth control, preventing unwanted pregnancies and managing reproductive health.DUKE
Anti-flu22587 An agent that prevents or treats influenza virus infections, reducing symptoms and complications. Its biological role involves blocking viral replication, and its therapeutic applications include prophylaxis and treatment of flu outbreaks. Key medical uses include reducing the risk of flu-related hospitalizations and mortality, especially in high-risk populations such as the elderly and young children.DUKE
Anti-giardialAn agent that treats intestinal infections caused by Giardia intestinalis, reducing symptoms and eliminating the parasite, commonly used in managing giardiasis.DUKE
Anti-herpetic22587 An agent that inhibits the replication of herpes viruses, reducing symptoms and severity of infections. Therapeutically, it is used to treat herpes simplex (HSV-1 and HSV-2) and varicella-zoster virus (VZV) infections, commonly used in managing genital herpes, cold sores, and shingles.DUKE
Anti-meningitic52217 An agent that combats meningitis, reducing inflammation and infection in the meninges. Therapeutically, it's used to treat bacterial, viral, or fungal meningitis, and its key medical applications include preventing complications, such as brain damage, and promoting recovery in affected patients.DUKE
Anti-oxidant22586 An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.DUKE
Anti-pneumonic52217 An agent that prevents or treats pneumonia, reducing inflammation and infection in the lungs, commonly used in managing respiratory infections, such as pneumonia, and promoting lung health.DUKE
Anti septic33281 An agent that prevents or reduces the growth of microorganisms, such as bacteria, fungi, or viruses, to promote wound healing and prevent infection. Therapeutically, anti septics are used to treat minor cuts, scrapes, and burns, and are commonly applied topically to reduce the risk of infection and promote tissue repair. Key medical uses include wound care, surgical site preparation, and skin infection management.DUKE
Anti-staphylococcic33282 An agent that combats Staphylococcus infections, playing a crucial role in preventing bacterial growth. Therapeutically, it is used to treat skin and soft tissue infections, respiratory tract infections, and bloodstream infections. Key medical uses include treating methicillin-resistant Staphylococcus aureus (MRSA) and other staphylococcal infections, reducing the risk of infection and promoting wound healing.DUKE
Anti trypanosomic33281 An agent that targets and eliminates trypanosomes, parasites causing diseases like sleeping sickness and Chagas disease. It plays a crucial role in treating and preventing these diseases, with therapeutic applications in tropical medicine and key medical uses in treating parasitic infections.DUKE
Antitumor35610 An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.DUKE
Anti-viral22587 An agent that inhibits the replication of viruses, playing a crucial role in preventing and treating viral infections. Therapeutically, anti-virals are used to manage diseases such as HIV, herpes, and influenza, reducing symptoms and slowing disease progression. Key medical uses include treating viral hepatitis, respiratory syncytial virus, and COVID-19.DUKE
ApoptoticAn agent that stimulates programmed cell death, playing a crucial biological role in eliminating damaged or unwanted cells. It has therapeutic applications in cancer treatment, and key medical uses include inducing cell death in malignant cells, reducing tumor growth, and enhancing chemotherapy efficacy.DUKE
HypocholesterolemicAn agent that lowers cholesterol levels in the blood, playing a crucial role in preventing cardiovascular disease. Therapeutically, it is used to manage hyperlipidemia and reduce the risk of heart disease, with key medical applications including the treatment of high cholesterol, atherosclerosis, and coronary artery disease.DUKE
Hypoglycemic35526 An agent that lowers blood glucose levels, playing a crucial role in glucose metabolism. Therapeutically, it is used to manage diabetes and insulin resistance, with key medical applications in treating type 1 and 2 diabetes, and preventing diabetic complications.DUKE
Insecticide24852 An agent that kills or repels insects, used to control pests and prevent disease transmission. Therapeutically, insecticides have applications in public health and veterinary medicine, key medical uses include controlling insect-borne diseases such as malaria, typhus, and Lyme disease.DUKE
Insectiphile24852 A venom-derived peptide with anti-inflammatory and antimicrobial properties, promoting wound healing and tissue repair. Therapeutically, it has applications in managing infections, reducing inflammation, and accelerating recovery. Key medical uses include wound care, infection control, and tissue regeneration.DUKE
LarvicideAn insecticide that targets the larval life stage of insects, preventing their development into adults. Its biological role is to control insect populations, and its therapeutic applications include managing mosquito-borne diseases such as malaria and dengue fever, as well as controlling pest infestations in agriculture and public health.DUKE
LipolyticAn agent that stimulates hydrolysis of fats into fatty acids and glycerol, playing a key biological role in fat metabolism. Therapeutically, lipolytics have applications in managing obesity and hypertriglyceridemia, with medical uses including weight loss and improving lipid profiles.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
ProtisticideAn agent that kills protozoans, used as a herbicide or in therapeutic applications to treat protozoan infections, with key medical uses including managing parasitic diseases and infections.DUKE
SpermicideA contraceptive substance that destroys sperm, inserted vaginally prior to intercourse to prevent pregnancy, serving as a non-hormonal birth control method.DUKE
TrypanosomastatAn antiparasitic agent that inhibits the growth of Trypanosoma parasites, used to treat trypanosomiasis (sleeping sickness) and other related diseases, offering therapeutic applications in managing parasitic infections.DUKE
Platelet aggregation inhibitor50427 An agent that prevents platelets from clumping, reducing blood clot formation. It plays a biological role in preventing thrombosis and is therapeutically used to manage cardiovascular diseases, such as myocardial infarction, stroke, and peripheral artery disease.CHEBI
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
garlic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
onion
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
metallic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).